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07/16/09 - USPTO Class 514 |  44 views | #20090181947 | Prev - Next | About this Page  514 rss/xml feed  monitor keywords

Bicyclic enamino(thio)carbonyl compounds

USPTO Application #: 20090181947
Title: Bicyclic enamino(thio)carbonyl compounds
Abstract: The present invention relates to novel bicyclic enamino(thio)carbonyl compounds, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects. (end of abstract)



Agent: Baker Donelson Bearman, Caldwell & Berkowitz, PC - Washington, DC, US
Inventors: Peter Jeschke, Robert Velten, Thomas Schenke, Michael Edmund Beck, Olga Malsam, Udo Reckmann, Ralf Nauen, Ulrich Görgens, Leonardo Pitta, Christian Arnold, Erich Sanwald
USPTO Applicaton #: 20090181947 - Class: 514215 (USPTO)

Bicyclic enamino(thio)carbonyl compounds description/claims


The Patent Description & Claims data below is from USPTO Patent Application 20090181947, Bicyclic enamino(thio)carbonyl compounds.

Brief Patent Description - Full Patent Description - Patent Application Claims
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The present invention relates to novel bicyclic enamino(thio)carbonyl compounds, to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects.

The synthesis of specific bicyclic enaminocarbonyl systems is known (cf., for example, 5,6-dihydro-4H-furo[3,2-b]pyridin-2-one: Good, R. H. et al. J. Chem. Soc., Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1972), (19), 2441-2445; Jones, G., Phipps, J. R. J, Chem. Soc., Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1975), (20), 458-461; 5,6,7,7a-tetrahydro-4H-furo[3,2-b]pyridin-2-one: Good, R. H. et al. Tetrahedron Lett. (1972), 7, 609-612; 3-acetyl-5,6,7,7a-tetrahydro-6,6-dimethylfuro[3,2-b]pyridin-2-one: Brown, R. F. C. et al. Australian J. Chem. (1967), 20, 2485-97; 6,6a-dihydro-4-[2-(phenyl- or -hetaryl)ethyl]-2H-furo[3,2-b]pyrrole-2,5(4H)-dione: Lee, Y. S. et al., Synth. Commun. (1997), 27, 2799-2812).

Bicyclic enamino(thio)carbonyl compounds and their use as agents for controlling animal pests, especially arthropods, in particular insects, have hitherto not been disclosed.

This invention provides compounds of the formula (I)

in which

  • A represents an optionally substituted aryl radical, heterocyclyl radical or represents a hetaryl radical from the group consisting of pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, pyrazolyl, thiophenyl, oxazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, isothiazolyl, imidazolyl, pyrrolyl, furanyl, thiazolyl, triazolyl which are optionally substituted by fluorine, chlorine, bromine, iodine, cyano, nitro, C1-C4-alkyl (which is optionally substituted by fluorine and/or chlorine), C1-C3-alkylthio (which is optionally substituted by fluorine and/or chlorine) or C1-C3-alkylsulphonyl which is optionally substituted by fluorine and/or chlorine),
  • B represents oxygen, sulphur, optionally substituted nitrogen or methylene,
  • E represents CH, C-alkyl or nitrogen,
  • D1-Z-D2 as a group together with the atoms linking them form an optionally substituted five-, six- or seven-membered ring which optionally comprises one or more heteroatoms,
  • R1 represents hydrogen or alkyl,
  • R2 represents hydrogen, alkyl, cycloalkyl, haloalkyl, nitro, cyano, formyl, carboxyl, alkoxycarbonyl, alkylcarbonyl, haloalkylcarbonyl, halogen,
  • Q represents oxygen or sulphur.

Furthermore, it has been found that the novel substituted bicyclic enamino(thio)carbonyl compounds of the formula (I) are obtained when

a) according to preparation method 1

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